1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

Base Information

• Chemical Name: 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea
• CAS No.: 1268474-29-8
• Molecular Formula: C₂₃H₂₆F₂N₆O₃
• Molecular Weight: 472.495
• Mol file: 1268474-29-8.mol

Synonyms:1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

Chemical Property of 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

There total 15 articles about 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

1-cyclopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (874297-79-7) + 2-chloro-5-(2,2-difluoropropyl)-6a-methyl-6a,7,9,10-tetrahydro[1,4]oxazino[3,4-h]pteridin-6(5H)-one (1268475-08-6) → 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea (1268474-29-8)

Guidance literature:

With sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 110 ℃; for 0.5h; Product distribution / selectivity; Microwave Irradiation;

Reference yield:

4-((benzyloxy)carbonyl)morpholine-3-carboxylic acid (256446-67-0,819078-65-4) → 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea (1268474-29-8)

Guidance literature:

Multi-step reaction with 7 steps

1: sulfuric acid / 18 h / 34 - 50 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 5.03 h / -70 - -40 °C

3: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 760.05 Torr / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -10 - 20 °C

5: methanol / bis(acetylacetonate)oxovanadium / tetrahydrofuran / 18 h / 20 - 35 °C / 760.05 Torr

6: caesium carbonate / ISOPROPYLAMIDE / 23 h / 20 - 60 °C

7: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.5 h / 110 °C / Microwave Irradiation

With methanol; sulfuric acid; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(acetylacetonate)oxovanadium; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; ISOPROPYLAMIDE; water;

Reference yield:

morpholine-3-carboxylic acid (77873-76-8,106825-81-4) → 1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea (1268474-29-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 100 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

3.1: diethylamino-sulfur trifluoride / dichloromethane / 25 h / 0 - 20 °C

3.2: 0.25 h / 0 °C

4.1: sodium t-butanolate / dimethyl sulfoxide / 16 h / 0 - 20 °C

5.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.5 h / 110 °C / Microwave Irradiation

With diethylamino-sulfur trifluoride; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

4-benzyl-5-(hydroxymethyl)-5-methylmorpholin-3-one

4-((benzyloxy)carbonyl)morpholine-3-carboxylic acid

morpholine-3-carboxylic acid

1-cyclopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

Downstream raw materials:

(R)-1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

(S)-1-cyclopropyl-3-(4-(5-(2,2-difluoropropyl)-6a-methyl-6-oxo-5,6,6a,7,9,10-hexahydro[1,4]oxazino[3,4-h]pteridin-2-yl)phenyl)urea

Refernces

• 1、 -. "HEXAHYDROOXAZINOPTERINE COMPOUNDS". . . Retrieved 2011/04/14.